Complex antimony compounds and process of making same



, Patented Feb. 26, 1929.

UNITED STATES PATENT OFFICE.

HANS HAHL, OF ELBRRFELD, GERMANY, ASSIGNOR TO WINTHROP CHEMICAL COM- PANY, INC OF NEW YORK, N. Y., A CORPORATION OF YORKJ COMPLEX ANTIMONY COMPOUNDS AND PROCESS OF MAKING SAME.

No Drawing. Original application filed February 10,v 1927, Serial No. 167,365,. and in Germany April 22, 1926. Divided and this application filed November 28,1927. Serial No. 236,380. 7

of such polyphenols as contain two hydroxyl groups in the ortho position to one another,

' or of their substitution products with the neutral salts of such. carboxylic acids as contain 1n the molecule hydrogen atoms which migrate easily on account of the proximity of acid groups, or alternatively with the neutralsalts of aliphatic hydroxy acids.

As a result of further investigation, it has now been ascertained that instead of the neutral salts of the above carboxylic acids containing hydrogen atoms, which can easilymigrate or instead of aliphatic hydroxy acids there can be employed the neutral salts of sulfonic acids of such polyphenols as contain two hydroxyl groups in the orthoposition to each other, as for example, pyrocatechin disulfonic acid, 2.3-dioxynaphthalene sulfonic acids and the like.

The new compounds are solid substances.

which are easily soluble in water and the aqueous solutions of which do not exert any irritant action and can be sterilized at 100 C. Mineral acids first cause precipitation, dissolving in excess of acid. The new eompounds are excellent trypanocides.

This is a division of my co-pending application Ser. No. 167,365 filed on February 10, 1927.

The following example serves to illustrate my invention:

Ewample:20 parts by weight of pyro catechin disulfonic acid are dissolved with 250 parts of water and 3.5 parts by weight of caustic soda to a clear neutral solution. After the addition of '20 parts by weight of antimonyl pyrocatechin heating takes place for some time and after filtration from any insoluble matter the solution is poured into alcohol, when the new complex antimony compound having most probably the formula:

N303S some 0 5E0 is precipitated in the form of the sodium salt. After filtration and drying it represents a slightly colored powder, which is easily soluble in'water and has an antimony content of approximately 17 to 18 per cent.

Iclaim:

1. In the process for the manufacture of complex antimony compounds the step comprising the interaction of an antimonyl compound of such a polyphenol as contains two hydroxyl groups in ortho-position to each other with a neutral alkali metal salt of a sulfonic acid of such a polyphenol as contains two hydroxyl groups in'ortho-position to each I other.

2. The new complex antimony compounds being derived from a sulfonic acid of'such a polyphenol as contains two hydroxyl groups in ortho-position to each other and an antimonyl compound of such a polyphenol as contains twohydroxyl groups in ortho-position to each other being generally in the form of their alkali metal salts, colorless or slightly colored solidf substances easily soluble in water the neutralaqueous solutions of which possess no irritant effect and can be'sterilized at 100 C. and are precipitated by a mineral acid, possessing outstanding specific acting properties and being intended to find application in therapy as new trypanocides.

3. The new complex antimony compound being derived from pyrocatechin disulfonic acid and antimonyl pyrocatechin having in the form of its sodium salt most probably the formula:

NDOJS SOJNB O 3 which sodium salt forms a powder which dis solves in water giving an almost neutral restability and is precipitated by alkaline sul-.

fides the new product being a valuable trypa-. nocide.

In testimony whereof I have hereunto set my hand.

HANS HAHL. 

